Redox center modification of lapachones toward the syntheses of nitrogen heterocycles as selective fluorescent mitochondrial imaging probes

Fabíola S. dos Santos; Gleiston Gonçalves Dias; Rossimiriam Pereira de Freitas; Lucas da Silva Santos; Guilherme Ferreira de Lima; Hélio Anderson Duarte; Carlos Alberto de Simone; Lidia Maria Silva Lopes Rezende; Monique Jacob Xavier Vianna; José Raimundo Corrêa; Brenno Amaro da Silveira Neto; Eufrânio Nunes da Silva Júnior

Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/72109

Type:	Artigo de Periódico
Title:	Redox center modification of lapachones toward the syntheses of nitrogen heterocycles as selective fluorescent mitochondrial imaging probes
Authors:	Fabíola S. dos Santos Gleiston Gonçalves Dias Rossimiriam Pereira de Freitas Lucas da Silva Santos Guilherme Ferreira de Lima Hélio Anderson Duarte Carlos Alberto de Simone Lidia Maria Silva Lopes Rezende Monique Jacob Xavier Vianna José Raimundo Corrêa Brenno Amaro da Silveira Neto Eufrânio Nunes da Silva Júnior
Abstract:	We describe herein a synthetic strategy for the synthesis of new fluorescent imidazole and phenazine derivatives synthesized from lapachol, a naturally occurring naphthoquinone isolated from Tabebuia species (ipê tree). The photophysical properties and computational details of these compounds have been studied, aiming at gaining a complete understanding of the potential of these derivatives as probes capable of staining mitochondria selectively. Cell imaging experiments proved the capacity of the imidazole derivatives as selective fluorescent mitochondrial imaging probes. These heterocycles present the same staining patterns as MitoTracker Red, corroborating the potential of these compounds as new mitochondria markers permeable to the cell membrane.
Subject:	Quinona Naftoquinona Compostos heterocíclicos Nitrogênio Fluorescência Síntese Sondas fluorescentes
language:	eng
metadata.dc.publisher.country:	Brasil
Publisher:	Universidade Federal de Minas Gerais
Publisher Initials:	UFMG
metadata.dc.publisher.department:	ICX - DEPARTAMENTO DE QUÍMICA
Rights:	Acesso Restrito
metadata.dc.identifier.doi:	https://doi.org/10.1002/ejoc.201700227
URI:	http://hdl.handle.net/1843/72109
Issue Date:	2017
metadata.dc.url.externa:	https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201700227
metadata.dc.relation.ispartof:	European Journal of Organic Chemistry
Appears in Collections:	Artigo de Periódico

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